13341-40-7

Basic information

• Product Name: (E)-1,2-Bis(2-pyridinyl)ethene
• Synonyms: (E)-1,2-Bis(2-pyridinyl)ethene;(E)-1,2-Di(2-pyridyl)ethene;2,2'-[(E)-Ethene-1,2-diyl]bispyridine;2,2'-[(E)-Vinylene]dipyridine;2-(2-Pyridyl-2-vinyl)pyridine, trans-;2-[(E)-2-pyridin-2-ylethenyl]pyridine;2-[2-(2-pyridinyl)vinyl]pyridine
• CAS NO: 13341-40-7
• Molecular Formula: C₁₂H₁₀N₂
• Molecular Weight: 182.2212
• Mol File: 13341-40-7.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 346.6°Cat760mmHg
• Flash Point: 118.9°C
• Appearance: /
• Density: 1.145g/cm³
• CAS DataBase Reference: (E)-1,2-Bis(2-pyridinyl)ethene(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1,2-Bis(2-pyridinyl)ethene(13341-40-7)
• EPA Substance Registry System: (E)-1,2-Bis(2-pyridinyl)ethene(13341-40-7)

Safety Data

• Hazardous Substances Data: 13341-40-7(Hazardous Substances Data)

Upstream product

• 4377-33-7 2-chloromethylpyridine 
• 1066-26-8 sodium acetylide 
• 274-59-9 triazolopyridine 
• 17881-80-0 (2-picolyl)trimethylsilane 
• 7032-25-9 (E)-N-(2-pyridylmethylene)aniline 

Downstream Products

• 95704-99-7 [1-(diphenylphosphinoyl)-1-(pyridin-2-yl)-methyl]pyridine 
• 51072-33-4 2,2’-(1-phenylethane-1,2-diyl)dipyridine 

Relevant articles and documents

Michael addition of chloroalkyloxazolines to electron-poor alkenes: Synthesis of heterosubstituted cyclopropanes

Lithiated 2-(1-chloroethyl)-4,4-dimethyl-2-oxazoline 7 adds to electron-poor alkenyl heterocycles to afford substituted cyclopropanes in excellent yields. A route to chiral nonracemic heterosubstituted cyclopropanes, starting from optically active 2-chloromethyl-2-oxazolines, is highlighted as well.

Versatile Coordination Mode of a New Pyridine-Based Ditopic Ligand with Transition Metals: From Regular Pyridine to Alkyne and Alkenyl Bindings and Indolizinium Formation

The new BPMPB ligand, namely, bis[1-bis(2-pyridylmethyl),1 (pyridyl)]butyne, can be very easily obtained as a side product in the known reaction of picolyl chloride and sodium acetylide (which major product is the known terminal alkyne-substituted tripod). This symmetrical ligand contains two identical coordination sites with two methylenepyridines and one pyridyl group on each side, linked by an alkyne function providing a semirigid segment. Together with the molecular structure of the ligand which is reported, we describe the preparation of complexes with Fe(II)Cl2, Co(II)Cl2, Ni(II)Cl2, Cu(I)Cl, and Zn(II)Cl2 salts. All complexes have been characterized by X-ray diffraction studies as well as by standard spectroscopic techniques. The striking point in this work is the diversity of the structures that are obtained. Co(II) and Zn(II) provide isostructural dinuclear complexes in which both coordination sites are occupied within a tetrahedral symmetry. The Cu(I) complex is also a dinuclear compound, but in that case, the copper atom is coordinated to the alkyne moiety, two pyridines, and a bridging chloride. The 13C NMR spectrum of the copper complex confirms that the metal center is coordinated to the alkyne in solution. The coordination of Ni(II) results in the formation of a mononuclear complex in which a pyridine has fused with the alkyne moiety to generate an indolizinium group; the structure of the corresponding alkenyl complex is reported. Finally, the addition of FeCl2 to the ligand results in the formation of a mononuclear complex with a free, noncoordinated indolizinium. The sequence developed in the present work illustrates the possibility for the metal centers to adopt various coordination modes which may be relevant to the conversion of an alkyne and a pyridyl unit into indolizinium.

STEREOSPECIFIC SYNTHESIS OF (E)-ALKENYLPYRIDINES VIA α-SILYL CARBANION

(E)-2-Alkenylpyridines were stereospecifically prepared from 2-(trimethylsilylmethyl)pyridine and the corresponding (E)-aldimines of anilines by an analogous reaction to the Peterson reaction.